[bdunn]

I like having the tiered pricing, but I would probably minimize the 50 user license package.

You should absolutely test this assumption, but I might try:

$49 -> book

$249 -> book + Photoshop originals + X hours of premium tutorial videos + Obj-C PDF + sample project

You'll get +$10 for the baseline purchase, and I think a lot of people who are willing to drop $50 might be very persuaded to almost 5x their price for the value you're putting in the fully loaded package. You're solving a real pain, and people who do this for a living drop money on pain killers.